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Charlottesville Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Charlottesville vacation rentals

Room

1. SONSAK - MONTICELLO

SONSAK - MONTICELLO
3.5 star property
Charlottesville
10.0 out of 10, Exceptional, (12 reviews)
"Excellent For Couples Getaways!!!"
United States
Jonathan
The price is AED 400
AED 457 total
includes taxes & fees
11 Nov - 12 Nov
SONSAK - MONTICELLO
A spacious living area with a sofa, armchairs, a coffee table, and a TV. There is a dining area with chairs and a table. The room has a wooden floor and white walls.

2. Cavalier Cocoon

Cavalier Cocoon
2.0 star property
Jefferson Park Avenue
10.0 out of 10, Exceptional, (1 review)
"Love this place! It’s close to campus as well as some great food. Don’t miss Pi Napo for pizza. We stayed at the end of a long road trip so we appreciated the washer and dryer."
United States
Lisa
The price is AED 430
AED 912 total
includes taxes & fees
11 Nov - 12 Nov
Cavalier Cocoon
A house with a stone facade, a wooden front door, and a mailbox.

3. The 1st Street Bungalow

The 1st Street Bungalow
2.0 star property
Ridge St.
The price is AED 804
AED 1,801 total
includes taxes & fees
11 Nov - 12 Nov
The 1st Street Bungalow
A house with a red door, a porch with two rocking chairs and a small table, and a window above the door.

4. Oasis on 5th

Oasis on 5th
2.0 star property
Fifeville
The price is AED 1,052
AED 2,042 total
includes taxes & fees
9 Dec - 10 Dec
Oasis on 5th
A spacious kitchen with wooden flooring, a dining area with a table and chairs, and a large window with a view of trees.

5. Hardwood Hall

Hardwood Hall
2.0 star property
Barracks Rugby
Hardwood Hall
A two-story house with a porch and a garage, surrounded by a well-maintained lawn and trees.

6. Ranchito

Ranchito
2.0 star property
Troy
The price is AED 2,207
AED 3,783 total
includes taxes & fees
25 Nov - 26 Nov
Ranchito
A cabin with a fire pit, picnic table, and Adirondack chairs in a forest setting.

7. Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
2.5 star property
Stanardsville
9.4 out of 10, Exceptional, (156 reviews)
"Picture perfect, seemless check in and the coffee and maple oatmeal were my cherry on top!"
United States
Rachel
The price is AED 466
AED 695 total
includes taxes & fees
9 Dec - 10 Dec
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
Street view

8. Valley Extended Suites

Valley Extended Suites
3.0 star property
Fishersville
9.0 out of 10, Wonderful, (282 reviews)
"Clean room convenient parking, good kitchen, friendly staff."
United States
Jamie
The price is AED 419
AED 466 total
includes taxes & fees
11 Nov - 12 Nov
Valley Extended Suites
A fire pit with chairs, a small house with stairs, and trees in a yard.

9. Artisan's Cottage

Artisan's Cottage
2.0 star property
Afton
The price is AED 517
AED 1,097 total
includes taxes & fees
29 Nov - 30 Nov
Artisan's Cottage
A two-story house with a deck, large windows, and a garage.

10. Love Ridge Mountain Lodging

Love Ridge Mountain Lodging
3.0 star property
Lyndhurst
9.6 out of 10, Exceptional, (30 reviews)
"This place was excellent. Very clean and quiet. Sherando lake was only 4 miles away with great hiking trails. The beds were very comfortable. Would definitely stay at this place again."
United States
Josh
The price is AED 404
AED 674 total
includes taxes & fees
10 Dec - 11 Dec
Love Ridge Mountain Lodging
An outdoor seating area with a fire pit, wicker chairs, and a view of the landscape.

11. Afton Mountain Vineyards

Afton Mountain Vineyards
3.5 star property
Afton
7.4 out of 10, Good, (3 reviews)
"Cozy and comfortable with pond and mountain views. Wine tasting on site and easy access to Wintergreen. We loved our stay and will be back again!"
United States
Jennifer
The price is AED 1,337
AED 1,502 total
includes taxes & fees
15 Nov - 16 Nov
Afton Mountain Vineyards
Interior

12. Modern Nellysford Getaway on 40 Private Acres!

Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
Nellysford
The price is AED 1,003
AED 2,388 total
includes taxes & fees
11 Nov - 12 Nov
Modern Nellysford Getaway on 40 Private Acres!
A spacious living area with a staircase, a brown leather sofa, a globe on a wooden stand, and a dining table with a tray.

13. Blue Ridge Hideaway

Blue Ridge Hideaway
2.0 star property
Waynesboro
The price is AED 430
AED 888 total
includes taxes & fees
18 Nov - 19 Nov
Blue Ridge Hideaway
A kitchen with wooden cabinets, a stainless steel refrigerator, a large island with bar stools, and pendant lighting.

14. Mountaintop Wintergreen Resort Home w/ Deck, Views

Mountaintop Wintergreen Resort Home w/ Deck, Views
3.0 star property
Nellysford
10.0 out of 10, Exceptional, (1 review)
The price is AED 779
AED 1,858 total
includes taxes & fees
23 Nov - 24 Nov
Mountaintop Wintergreen Resort Home w/ Deck, Views
Exterior

15. The Guest Wing at Kateri

The Guest Wing at Kateri
2.0 star property
Waynesboro
10.0 out of 10, Exceptional, (1 review)
"The property was amazing, beyond wonderful. Gracious host. High end furniture and bedding. The backyard and pool area were just beautiful !!! I wish I stayed earlier in the year so i could enjoy the pool. The property is surrounded by wide open farm lands, Starry skies, birds and crickets. It was a very relaxing stay. I wish I could stay longer !!!"
United States
Barbara
The price is AED 865
AED 1,269 total
includes taxes & fees
16 Nov - 17 Nov
The Guest Wing at Kateri
A log cabin with a large deck, surrounded by trees.

16. Afton View Lodge

Afton View Lodge
3.0 star property
Afton
The price is AED 1,130
AED 2,197 total
includes taxes & fees
29 Nov - 30 Nov
Afton View Lodge
A modern kitchen with a large island, dark cabinetry, and a view to the dining area.

17. Little Haven Cottage

Little Haven Cottage
2.0 star property
Afton
8.0 out of 10, Very good, (1 review)
"Good location, very spacious for 4 guests. Excellent choice of LVP flooring instead of carpeting as there was significant rainfall both days of the visit that would have suffered wet shoes on departures and arrivals at the house."
United States
Elizabeth
The price is AED 735
AED 1,650 total
includes taxes & fees
15 Nov - 16 Nov
Little Haven Cottage
A fire pit surrounded by black Adirondack chairs in a forested outdoor area.

18. Pine and Vine

Pine and Vine
2.0 star property
Gordonsville
Pine and Vine
A wooden cabin with a sliding door, a hot tub, and string lights.

19. The Reserve at 151

The Reserve at 151
2.0 star property
Afton
10.0 out of 10, Exceptional, (1 review)
The price is AED 995
AED 2,355 total
includes taxes & fees
11 Nov - 12 Nov
The Reserve at 151
A cabin with a porch, surrounded by trees.

20. Nelson Cozy Cabin

Nelson Cozy Cabin
2.0 star property
Nellysford
The price is AED 822
AED 1,644 total
includes taxes & fees
11 Nov - 12 Nov
Nelson Cozy Cabin
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Charlottesville Hotel Reviews

Room
SONSAK - MONTICELLO

SONSAK - MONTICELLO

SONSAK - MONTICELLO
Charlottesville

10/10 Excellent

Excellent For Couples Getaways!!!
United States
Jonathan
Reviewed October 14, 2026
SONSAK - MONTICELLO

Frequently Asked Questions

Can I find vacation rentals in Charlottesville?

Yes, there are vacation rentals in Charlottesville near Carter Mountain Orchard, or you can select a secluded option if you're looking for extra privacy while you relax. Visitors to Charlottesville like the majestic mountain landscape and great live music this destination is known for. While you're here, don't miss the college campus and array of shops.

What's the top vacation rental in Charlottesville?

Massanutten Resort by Tripforth: You might want to consider this vacation home rental near Charlottesville, which is located near skiing and has an outdoor pool, an arcade game room, and free WiFi to put you at ease in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals will I find in Charlottesville?

With 182 Expedia vacation rentals, you're sure to find just the right place for your Charlottesville stay.

What’s there to see and do in Charlottesville?

Family-friendly attractions include Virginia Discovery Museum and Charlottesville Ice Park, whereas Carter Mountain Orchard and Ix Art Park are a couple of great spots to enjoy the outdoors. While here, Ting Pavilion and Historic Court Square are other places worth a visit.

What’s a vacation rental in Charlottesville like?

Vacation rentals are private properties you can book for a long or short time in Charlottesville. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for family trips or small group gatherings.